Oxidative fragmentation of the bridged β-triketone core of hyperforin

被引：14
作者：
Verotta, L
Lovaglio, E
Sterner, O
Appendino, G
Bombardelli, E
机构：
[1] Dipartimento Chim Organ & Ind, I-20133 Milan, Italy
[2] Dept Organ Chem 2, S-22100 Lund, Sweden
[3] Dipartimento Sci Chim Alimentari Farmaceut & Farm, I-28100 Novara, Italy
[4] Indena SPA, I-20139 Milan, Italy
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 2004卷 / 06期
关键词：
natural products; Hypericum perforatum; terpenoids; acylphloroglucinols; fragmentation; rearrangement;
D O I：
10.1002/ejoc.200300568
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The beta-triketone core of the antidepressant phloroglucinol hyperforin (1) undergoes a series of peroxide-induced oxidative rearrangements leading to compound 5, which is formed by opening of ring A, and compound 6, which is formed by removal of the C-1 carbonyl bridge. A mechanistic rationale for this process is proposed. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004).
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收藏
页码：1193 / 1197
页数：5
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